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CHEBI:65509 - bistratamide J

ChEBI IDCHEBI:65509
ChEBI Namebistratamide J
Stars
DefinitionA homodetic cyclic peptide that consists of L-valine and L-threonine as the amino acid residues. It is isolated from Lissoclinum bistratum and exhibits antitumour activity against the human colon tumour cell line.
Last Modified26 November 2012
DownloadsMolfile
FormulaC25H36N6O5S2
Net Charge0
Average Mass564.734
Monoisotopic Mass564.21886
SMILES[H][C@@]1([C@@H](C)O)NC(=O)[C@H](C(C)C)NC(=O)c2csc(n2)[C@H](C(C)C)NC(=O)c2csc(n2)[C@H](C(C)C)NC1=O
InChIInChI=1S/C25H36N6O5S2/c1-10(2)16-22(35)31-19(13(7)32)23(36)30-18(12(5)6)25-27-15(9-38-25)21(34)29-17(11(3)4)24-26-14(8-37-24)20(33)28-16/h8-13,16-19,32H,1-7H3,(H,28,33)(H,29,34)(H,30,36)(H,31,35)/t13-,16+,17+,18+,19+/m1/s1
InChIKeyQYWGBWCDPYJCGC-RUZYHRDJSA-N
Species of MetaboliteComponentSourceComments
Lissoclinum bistratum (ncbitaxon:322849) - PubMed (12608858)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
bistratamide J (CHEBI:65509) has role antineoplastic agent (CHEBI:35610)
bistratamide J (CHEBI:65509) has role metabolite (CHEBI:25212)
bistratamide J (CHEBI:65509) is a homodetic cyclic peptide (CHEBI:24613)
bistratamide J (CHEBI:65509) is a macrocycle (CHEBI:51026)
IUPAC Name 
(4S,11S,14S,17S)-14-[(1R)-1-hydroxyethyl]-4,11,17-tri(propan-2-yl)-6,19-dithia-3,10,13,16,21,22-hexaazatricyclo[16.2.1.15,8]docosa-1(20),5(22),7,18(21)-tetraene-2,9,12,15-tetrone
Manual XrefsDatabases
9127119ChemSpider
Registry NumbersSources
Reaxys:9455467Reaxys
Citations